Villas in Key West

Search over 1 million properties and 550 airlines worldwide.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Most hotels are fully refundable. Because flexibility matters.

Browse Select Key West Villas

Old Town Garden Villas
3.5 out of 5
921 Center St, Key West, FL
Located in Key West Historic District, this villa is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost ...
4.8/5Exceptional! (8 reviews)
"Beautiful gardens, very relaxing, and a perfect location"

Reviewed on May 27, 2021

Get rates
Old Town Garden Villas
Duval Penthouse
4 out of 5
519 Duval Street, # 201, Key West, FL
Located in Key West Historic District, this villa is within 1 mi (2 km) of Duval Street and Southernmost Point. San Carlos Institute - Casa Cuba and Jackson ...
Get rates
Duval Penthouse
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Located in Key West Historic District, this villa is steps from Duval Street, San Carlos Institute - Casa Cuba, and Jackson Square. Red Barn Theatre and Red ...
4.9/5Exceptional! (79 reviews)
Family Vacation
"2nd time staying at this property and it was just as great as the first time. Love the location and the amenities are fabulous. Can't wait to go back!"

Reviewed on Sep 17, 2021

Get rates
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Modern Keys
3.5 out of 5
10 Shoreline Rd., Key West, FL
Situated in Key West, this villa is within 2 mi (3 km) of Key West Golf Club, Saddlebunch Keys, and Key West Harbour. Lower Keys Medical Center and Robbie's ...
Get rates
Modern Keys
Bahamas House
4 out of 5
522 Bahama Street, Key West, FL
Located in Key West Historic District, this villa is within a 10-minute walk of Duval Street, Ernest Hemingway Home and Museum, and Harry S. Truman Little White ...
Get rates
Bahamas House
6 bdrm Duval Compound -Old Town Key West
4 out of 5
519 Duval Street, Key West, FL
Located in Key West Historic District, this villa is within 1 mi (2 km) of Duval Street and Southernmost Point. San Carlos Institute - Casa Cuba and Jackson ...
Get rates
6 bdrm Duval Compound -Old Town Key West
Don't see what you're looking for?
See all available properties in Key West
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
The price is $139 per night from Sep 28 to Sep 28
3.9/5Good! (1,863 reviews)
"Breakfast was nice, lots of variety. Grounds were scenic, beautiful views of the bay!"

Reviewed on Sep 20, 2021

Ibis Bay Beach Resort
Hilton Garden Inn Key West,The Keys Collection

Hilton Garden Inn Key West,The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
The price is $134 per night from Sep 29 to Sep 29
3.9/5Very Good! (981 reviews)
"Very convenient, nice pool/hot tub area. The bartender at the pool bar was very accommodating. Would love to stay again."

Reviewed on Sep 18, 2021

Hilton Garden Inn Key West,The Keys Collection
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
The price is $159 per night from Sep 30 to Sep 30
4.3/5Excellent! (1,311 reviews)
"It was a real clean place friendly staff great breakfast"

Reviewed on Sep 25, 2021

Hampton Inn Key West FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Vacation Like a Royal in a Key West Villa

One of the most important parts of planning a vacation is deciding where you're going to stay. Usually, no matter where you go, there will always be a hotel, resort, or motel. But when you stay in Key West, you have the opportunity to upgrade from the typical trip and try something new: your very own private villa. You could have a pool, lawn, kitchen, bar, and lounge area all to yourself, rather than sharing a public resort area with all the other visitors. We're here to help you make the most of your holiday, so go on, kick back and live like royalty. When you stay at one of Expedia's Key West villas, you can let all those troubles of lodging at a hotel melt away as you enjoy the privacy of your own estate. That is the kind of freedom we know you like, especially if you can share the cost with a few close friends or your family. Book a gorgeous villa with us, so we can get you a marvelous place to stay that you will be talking about for years to come.

Stay in a Key West Villa for Your Next Trip

Renting a Key West villa can be a great substitute to staying at a resort in Key West as a family or with a group. You will surely treasure the experience of immersing yourself in the local culture and community. If you'd rather take a secluded getaway without the touristy crowds, we can help set you up with a private villa. If you're intrigued by the idea of a villa rental but are a bit daunted by the process, stick with Expedia, and we will help you make your plans as easy as possible. After you experience all the charm and the benefits of spending your holiday in a private luxurious villa, you won't want to go back to the traditional resort.

Book Your Villa With Expedia Today

Ditch the noisy resorts and cramped suites year by booking a villa when you vacation in Key West. They will give you more privacy and space, so you can come and go as often as you please. You'll have tons of space and time to make new memories and talk with your loved ones on this huge property, all while enjoying the conveniences of a luxury villa. From cooking in the kitchen to playing in the pool, you'll be excited to see that the possibilities are limitless after you step inside your Key West villa. What are you waiting for? Book today and save big-time on one of our holiday villas.

More trip options